Stereoselective synthesis of Boc-protected cis and trans-4-trifluoromethylprolines by asymmetric hydrogenation reactions

被引：0

作者：

De Valle, JR ^{[1
]}

Goodman, M ^{[1
]}

机构：

[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2002年 / 41卷 / 09期

关键词：

amino acids; diastereoselectivity; hydrogenation; peptidomimetics; trifluoromethylation;

D O I：

10.1002/1521-3773(20020503)41:9<1600::AID-ANIE1600>3.0.CO;2-V

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Stereocontrolled synthesis of cis and trans-substituted prolines by a divergent approach, leads to the preparation of cis-(4S)- and trans-(4R)-trifluoromethyl-Lproline from hydroxyproline. The key pyrroline intermediates were subjected to hydrogenation (see scheme; A = sterically directed hydrogenation, B = hydroxydirected hydrogenation; Boc = tert-butoxycarbonyl, TBS = tert-butyldimethylsilyl), to afford products in high diastereomeric excess.

引用

页码：1600 / 1602

页数：3

共 34 条

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